GB1479394A - Solutions of polyhydrazides - Google Patents
Solutions of polyhydrazidesInfo
- Publication number
- GB1479394A GB1479394A GB38787/75A GB3878775A GB1479394A GB 1479394 A GB1479394 A GB 1479394A GB 38787/75 A GB38787/75 A GB 38787/75A GB 3878775 A GB3878775 A GB 3878775A GB 1479394 A GB1479394 A GB 1479394A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloride
- dihydrazide
- solution
- acid
- dihydrazides
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 229920000642 polymer Polymers 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- -1 dicarboxylic acid chlorides Chemical class 0.000 abstract 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 abstract 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 abstract 2
- FYTVIRMGRCDOSB-UHFFFAOYSA-N 1-n',4-n'-dimethylbenzene-1,4-dicarbohydrazide Chemical compound CNNC(=O)C1=CC=C(C(=O)NNC)C=C1 FYTVIRMGRCDOSB-UHFFFAOYSA-N 0.000 abstract 1
- SLWIPPZWFZGHEU-UHFFFAOYSA-N 2-[4-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=C(CC(O)=O)C=C1 SLWIPPZWFZGHEU-UHFFFAOYSA-N 0.000 abstract 1
- IYEYXZCZYYIUBF-UHFFFAOYSA-N 2-chlorobenzene-1,4-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C(Cl)=C1 IYEYXZCZYYIUBF-UHFFFAOYSA-N 0.000 abstract 1
- MSWAXXJAPIGEGZ-UHFFFAOYSA-N 2-chlorobenzene-1,4-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C(Cl)=C1 MSWAXXJAPIGEGZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- QSBINWBNXWAVAK-PSXMRANNSA-N PE-NMe(16:0/16:0) Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCCNC)OC(=O)CCCCCCCCCCCCCCC QSBINWBNXWAVAK-PSXMRANNSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- ALHNLFMSAXZKRC-UHFFFAOYSA-N benzene-1,4-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C=C1 ALHNLFMSAXZKRC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001805 chlorine compounds Chemical class 0.000 abstract 1
- 229920001577 copolymer Polymers 0.000 abstract 1
- PFWZLYYJIRGACT-UHFFFAOYSA-N cyclohexa-1,4-diene-1,4-dicarbonyl chloride Chemical compound ClC(=O)C1=CCC(C(Cl)=O)=CC1 PFWZLYYJIRGACT-UHFFFAOYSA-N 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- SWRGUMCEJHQWEE-UHFFFAOYSA-N ethanedihydrazide Chemical compound NNC(=O)C(=O)NN SWRGUMCEJHQWEE-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- OTPQUWGVUDNOLP-UHFFFAOYSA-N pyridine-2,5-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)N=C1 OTPQUWGVUDNOLP-UHFFFAOYSA-N 0.000 abstract 1
- RWEWEOKGGLQXPR-UHFFFAOYSA-N pyridine-2,5-dicarbonyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)N=C1 RWEWEOKGGLQXPR-UHFFFAOYSA-N 0.000 abstract 1
- 238000009987 spinning Methods 0.000 abstract 1
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 abstract 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 abstract 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 abstract 1
- LPSKDVINWQNWFE-UHFFFAOYSA-M tetrapropylazanium;hydroxide Chemical compound [OH-].CCC[N+](CCC)(CCC)CCC LPSKDVINWQNWFE-UHFFFAOYSA-M 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Artificial Filaments (AREA)
Abstract
1479394 Polyhydrazide solutions E I DU PONT DE NEMOURS & CO 22 Sept 1975 [23 Sept 1974] 38787/75 Heading C3R A solution from which fibres and films may be made comprises a palyhydrazide or copolyhydrazide dissolved in an aqueous solution of an organic base. The polymer has equimolar amounts of repeating units of formulµ where R<SP>1</SP> and R<SP>2</SP> are divalent radicals or bonds and R<SP>3</SP> is hydrogen or methyl. Fibres are obtained by spinning the solution into a dilute acidic bath. The polymers are obtained by reacting dihydrazides with dicarboxylic acid chlorides. In examples the dihydrazides are terephthalic dihydrazide, chloroterephthalic dihydrazide, oxalic dihydrazide, terephthalic acid bis(2 - methylhydrazide), p - phenylenediacetic acid dihydrazide, 2,5 - pyridinedicarboxylic acid dihydrazide and isophthalic dihydrazide; the acid chlorides are terephthaloyl chloride, 2,5 - pyridinedicarbonyl chloride, chloroterephthaloyl chloride, oxalyl chloride, 5 - tert. - butylisophthaloyl chloride, 4,4<SP>1</SP>- bibenzoyl chloride and 2,5 - dihydroterephthaloyl chloride; various polymers and copolymers are prepared and dissolved in aqueous solutions of the organic bases tetraethylammonium hydroxide, tetramethylammonium hydroxide, diethylamine, piperidine, tert.-butylamine, methylbutylamine, pyrrolidine, triethylamine and tetrapropylammonium hydroxide.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/508,654 US3966656A (en) | 1974-09-23 | 1974-09-23 | Aqueous organic base solution of polyhydrazides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1479394A true GB1479394A (en) | 1977-07-13 |
Family
ID=24023543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB38787/75A Expired GB1479394A (en) | 1974-09-23 | 1975-09-22 | Solutions of polyhydrazides |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3966656A (en) |
| JP (1) | JPS5922744B2 (en) |
| CA (1) | CA1060641A (en) |
| DE (1) | DE2542422C2 (en) |
| FR (1) | FR2285436A1 (en) |
| GB (1) | GB1479394A (en) |
| IT (1) | IT1054315B (en) |
| NL (1) | NL182968C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2744621A1 (en) * | 1977-10-04 | 1979-04-12 | Akzo Gmbh | ZINC COMPOUNDS OF TEREPHTHALOYL-TEREPHTHAL/OXAL-COPOLYHYDRAZIDE |
| US4461887A (en) * | 1981-03-02 | 1984-07-24 | Polaroid Corporation | Birefringent polymer containing recurring units from dienoic acid |
| US4393196A (en) * | 1981-03-02 | 1983-07-12 | Polaroid Corporation | Polymers containing recurring units from dienoic acid |
| JP5626751B2 (en) * | 2009-08-31 | 2014-11-19 | 学校法人神奈川大学 | Method for producing poly (diacylhydrazine) and poly (diacylhydrazine) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3130182A (en) * | 1960-08-11 | 1964-04-21 | Du Pont | Wholly aromatic polyhydrazides |
| US3130183A (en) * | 1960-09-06 | 1964-04-21 | Du Pont | Polyhydrazides from oxalic acid dihydrazides and aromatic dicarboxylic acid halides |
| DE1694328B2 (en) * | 1967-05-10 | 1974-07-18 | Enka Glanzstoff Ag, 5600 Wuppertal | Dissolving polyhydrazides |
| US3536651A (en) * | 1967-10-04 | 1970-10-27 | Du Pont | Aromatic polyhydrazide solutions and articles |
| US3842028A (en) * | 1972-07-19 | 1974-10-15 | Monsanto Co | Process for preparing spinning solutions of polyhydrazides |
-
1974
- 1974-09-23 US US05/508,654 patent/US3966656A/en not_active Expired - Lifetime
-
1975
- 1975-09-19 CA CA236,058A patent/CA1060641A/en not_active Expired
- 1975-09-22 JP JP50113784A patent/JPS5922744B2/en not_active Expired
- 1975-09-22 FR FR7528989A patent/FR2285436A1/en active Granted
- 1975-09-22 GB GB38787/75A patent/GB1479394A/en not_active Expired
- 1975-09-22 IT IT27506/75A patent/IT1054315B/en active
- 1975-09-23 NL NLAANVRAGE7511211,A patent/NL182968C/en not_active IP Right Cessation
- 1975-09-23 DE DE2542422A patent/DE2542422C2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL182968C (en) | 1988-06-16 |
| DE2542422A1 (en) | 1976-04-01 |
| CA1060641A (en) | 1979-08-21 |
| FR2285436A1 (en) | 1976-04-16 |
| NL7511211A (en) | 1976-03-25 |
| JPS5922744B2 (en) | 1984-05-29 |
| JPS5163862A (en) | 1976-06-02 |
| NL182968B (en) | 1988-01-18 |
| IT1054315B (en) | 1981-11-10 |
| FR2285436B1 (en) | 1981-10-09 |
| US3966656A (en) | 1976-06-29 |
| DE2542422C2 (en) | 1986-05-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |